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androstenol
Androstenol, also known as 5α-androst-16-en-3α-ol (shortened to 3α,5α-androstenol or 3β-androstenol), is a steroidal pheromone and neurosteroid in humans and other mammals, notably pigs. It possesses a characteristic musk-like odor. Androstenol, or a derivative, is found in truffles, and is offered as an explanation for how pigs locate them deep in the ground. A positional isomer of androstenol, 3β-androstenol (5α-androst-16-en-3β-ol), is also endogenous to humans (as well as to pigs), behaving as a pheromone and contributing to axillary odor. ==Biosynthesis== In humans and boars, androstenol is biosynthesized in the testes.〔 Pregnenolone is metabolized into androstadienol by the 16-ene-synthetase activity of CYP17A1.〔 Androstadienol is then sequentially converted into androstenol by 3β-hydroxysteroid dehydrogenase (androstadienol to androstadienone), 5α-reductase (androstadienone to androstenone), and 3α-hydroxysteroid dehydrogenase (androstenone to androstenol), in a manner analogous to the biosynthesis of 3α-androstanediol from dehydroepiandrosterone (DHEA).〔 Androstenol may also be synthesized in the adrenal glands and the ovaries in humans.〔 In addition, androstenol may be synthesized in the human nasal mucosa from androstenone, and likely also from androstadienol and androstadienone in this area.〔
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